Structure Database (LMSD)

Common Name
14,15-dehydro-12-oxo-phytodienoic acid
Systematic Name
8-[(5E)-4-oxo-5-[(Z)-pent-2-enylidene]cyclopent-2-en-1-yl]octanoic acid
Synonyms
  • deoxy phytoprostane J1 type I
  • dPPj1-I
LM ID
LMFA02010025
Formula
C18H26O3
Exact Mass
Calculate m/z
290.188195
Sum Composition
FA 18:5;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
12-oxophytodienoic acid metabolites [FA0201]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Arabidopsis thaliana (#3702)
Magnoliopsida (#3398)
Biosynthesis of 14,15-dehydro-12-oxo-phytodienoic acid and related cyclopentenones via the phytoprostane D(1) pathway.,
Phytochemistry, 2003
Pubmed ID: 12620348

String Representations

InChiKey (Click to copy)
PDNGUFGDDNNXDJ-UURXYQAZSA-N
InChi (Click to copy)
InChI=1S/C18H26O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,11,13-15H,2,4-6,8-10,12H2,1H3,(H,20,21)/b7-3-,16-11+
SMILES (Click to copy)
C(CCCCCCC(=O)O)C1C=CC(=O)/C/1=C/C=C\CC

Other Databases

PubChem CID
12094984

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 320.77
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.45
Molar Refractivity 85.11

Admin

Created at
1st Mar 2023
Updated at
1st Mar 2023